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Why Rest Feels So Hard
(Even When You’re Exhausted)

  • sent by Siddharth Anantharam
  • September 5, 2025

He told me he hadn’t taken a weekend off in months.

Not because he couldn’t.
Because he didn’t know what he’d do with himself if he did.

“When I rest, I feel like I’m wasting time.
I start making mental to-do lists.
And then I feel guilty for even needing the rest in the first place.”

By the time he got to me, he wasn’t just tired.

He was exhausted.

But the exhaustion wasn’t from overworking.

It was from fighting his own need to rest.

Breakthrough Idea of the Week

Rest isn’t the hard part. Allowing yourself to rest is.

For most high performers, the difficulty isn’t in working. It’s in stopping.

And here’s why:

From a young age, rest gets tangled up with meaning.

  • Rest means you’re falling behind.
  • Rest means you’re not committed.
  • Rest means you’re lazy, indulgent, or ungrateful.

So even when your body is begging you to pause — your mind labels it as weakness.

You lie down… and immediately start negotiating with yourself.

“Maybe I’ll rest after I finish one more thing.”
“Maybe I’ll earn this nap if I get through the emails first.”

The guilt eats the rest before the rest even begins.

And the deeper truth?

Many high performers are more comfortable exhausted than they are still.

Exhaustion feels familiar. It makes sense. You’ve worked for it.

But rest? Rest feels unsafe. Because rest exposes the silence underneath all the doing.

Pause & Reflect

Pause & Reflect icon
  1. Where in your life are you still treating rest like a reward…instead of the requirement it really is?
  2. What story are you telling yourself about why you “can’t” rest?

Coaching Tool of the Week

The Rest Audit

Take five minutes this week and ask yourself two questions:

  1. What kind of rest does my body actually need right now?
    (Is it sleep, stillness, space, or play?)
  2. What’s the guilt story that shows up the moment I try to rest?
    (Is it “I’ll fall behind”? “I’m being lazy”? “People will think I don’t care”?)

Write the answers down — no fixing, no judging.


Because the truth is: you don’t struggle with rest itself. You struggle with the stories you’ve attached to it. The Rest Audit helps you name them…so they stop running the show in silence.

Final Thought

Rest isn’t what you do after the real work. It’s what makes the real work possible.

PS: If slowing down feels impossible — even though you’re running on fumes — this is exactly the kind of work we do at The Breakthrough Weekend.

Not to teach you how to grind better. But to help you remember who you are… when you’re not grinding at all.

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